73 total properties
Did you mean the neighborhood Winter Park?
View 1791 SPRUCE AVENUE Winter Park, FL MLS# O6420234
$4,900
3

Beds

2.0

Baths

1,776

Sq.Ft.

1791 SPRUCE AVENUE

Winter Park, FL

View 1695 LEE ROAD A101 Winter Park, FL MLS# O6419704
$1,650
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD A101

Winter Park, FL

View 7522 LAUREL SPRINGS DRIVE Winter Park, FL MLS# O6419181
$2,200
3

Beds

2.0

Baths

1,106

Sq.Ft.

7522 LAUREL SPRINGS DRIVE

Winter Park, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 1695 LEE ROAD B204 Winter Park, FL MLS# O6418108
$1,500
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD B204

Winter Park, FL

View 330 W MORSE BLVD 104 Winter Park, FL MLS# O6416951
$93,080
1,790

Sq.Ft.

330 W MORSE BLVD 104

Winter Park, FL

View 7302 SWALLOW RUN 7302 Winter Park, FL MLS# O6417858
$1,445
2

Beds

2.0

Baths

756

Sq.Ft.

7302 SWALLOW RUN 7302

Winter Park, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY
View 151 N ORLANDO AVENUE 238 Winter Park, FL MLS# O6415735
$2,600
2

Beds

1.0

Baths

768

Sq.Ft.

151 N ORLANDO AVENUE 238

Winter Park, FL

View 3045 AARON BURR AVENUE 12D Winter Park, FL MLS# S5150999
$1,650
2

Beds

2.0

Baths

1,062

Sq.Ft.

3045 AARON BURR AVENUE 12D

Winter Park, FL

View 2730 PRINCE JOHN ROAD Winter Park, FL MLS# O6413831
$2,295
4

Beds

2.0

Baths

1,669

Sq.Ft.

2730 PRINCE JOHN ROAD

Winter Park, FL

View 503 KILSHORE LANE Winter Park, FL MLS# O6412456
$2,050
2

Beds

1.0

Baths

1,125

Sq.Ft.

503 KILSHORE LANE

Winter Park, FL

View 652 SAINT JHONS 652 Winter Park, FL MLS# TB8514256
$1,800
2

Beds

2.0

Baths

1,037

Sq.Ft.

652 SAINT JHONS 652

Winter Park, FL

View 7426 WYNNEWOOD SQUARE 195 Winter Park, FL MLS# O6410726
$1,800
3

Beds

2.0

Baths

1,117

Sq.Ft.

7426 WYNNEWOOD SQUARE 195

Winter Park, FL

Courtesy of SPRINGHILL PROPERTIES LLC
View 7864 BROKEN ARROW TRAIL Winter Park, FL MLS# O6406209
$3,200
4

Beds

2.1

Baths

2,219

Sq.Ft.

7864 BROKEN ARROW TRAIL

Winter Park, FL

View 1941 LANIER COURT Winter Park, FL MLS# O6404537
$1,595
2

Beds

1.0

Baths

865

Sq.Ft.

1941 LANIER COURT

Winter Park, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY
View 7340 SWALLOW RUN 7340 Winter Park, FL MLS# O6402679
$1,500
2

Beds

2.0

Baths

802

Sq.Ft.

7340 SWALLOW RUN 7340

Winter Park, FL

View 2035 GLENWOOD DRIVE Winter Park, FL MLS# O6403420
$47,400
3,718

Sq.Ft.

2035 GLENWOOD DRIVE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 2530 PASSAMONTE DRIVE 10E Winter Park, FL MLS# O6400096
$2,600
3

Beds

2.1

Baths

1,837

Sq.Ft.

2530 PASSAMONTE DRIVE 10E

Winter Park, FL

View 438 LAKEVIEW AVENUE Winter Park, FL MLS# O6396001
$3,200
2

Beds

1.0

Baths

1,250

Sq.Ft.

438 LAKEVIEW AVENUE

Winter Park, FL

View 1814 BARKER DRIVE Winter Park, FL MLS# O6395037
$10,000
5

Beds

4.0

Baths

4,200

Sq.Ft.

1814 BARKER DRIVE

Winter Park, FL

View 7307 SANDSCOVE COURT 5 Winter Park, FL MLS# O6392725
$37,800
23,760

Sq.Ft.

7307 SANDSCOVE COURT 5

Winter Park, FL

Courtesy of FUSILIER MANAGEMENT GROUP

About Winter Park

Long considered one of the most desirable addresses in Central Florida, Winter Park has been experiencing a wave of new construction along with revitalization of historic areas.  In some instances, developers are choosing to raze older buildings and replace them with luxurious new homes, some that surpass the $1 million price range.  Handsome new residential villages can include exceptional amenities like lakefront parks, pools, and nature preserves.  Winter Park offers a number of amenities that are unusual for a smaller town, including the Rollins College.  This highly respected, private, liberal arts college with its lush campus enriches the entire community educationally, culturally, and economically.  However, the college is not the town's only point of pride.  One of the world's most comprehensive collections of the works of Louis Comfort Tiffany is permanently housed in the Charles Hosmer Morse Museum of American Art.  Aficionados of shopping are drawn to Park Avenue, a quaint district where an oak-shaded park and bandstand are surrounded by art galleries, museums, clothing stores, retail outlets, and wonderful boutiques.  

Listings in Winter Park, FL

354

Estimated median home price

$732,000
Winter Park FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Park, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Park, FL.

Homes for Sale by Price in Winter Park, FL

PriceCount
$0 - 100K7
$100K - 200K40
$200K - 300K22
$300K - 400K15
$400K - 500K33
$500K - 600K25
$600K - 700K31
$700K - 800K15
$800K - 900K12
$900K - 1M10
$1M - Max144

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family214
Townhouse21
Condo79
Commercial10
Rental73
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 8/2/2026)

Information deemed reliable but not guaranteed.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 8/2/2026.